Learn from history's Greatest Minds — and find Timeless ideas you can apply to business and life. Every episode we explore a Lindy book: We strive to become polymaths like our investing and business icons, pulling the Big Ideas from a wide range of disciplines. For the curious-minded seeking Worldly Wisdom. Join 3,000+ others by subscribing @ rationalvc.com to get free access to essays and exclusive content.

For the video version of this episode click here.

A rare episode where we invited guests to join us, in this case due to the book being a unique format and also wrapping up our entire 5-episode Incerto Series. We discussed the application of the Incerto teachings in the real world, with two of the biggest Incerto practitioners we know.

Timestamps:

(00:00) Intro

(08:57) Our Favourite Aphorisms

(16:04) Special Guests Join & Their Intros

(17:59) Dangers of Monthly Salary

(24:25) Golden Handcuffs, Legacy vs. Lifestyle

(28:00) Our DNA as Hunter-Gatherers

(31:50) Learn Sales Before Technical Skills

(36:00) Practice Before Theory

(37:04) Conventional Education

(43:00) Convexity, Agency, & Mediocristan

(57:21) More Aphorisms

(1:00:19) Ergodicity, Rationality & Survival

(1:08:32) Venture Capital & Startups

(1:23:53) Asymmetry of Information, & Honour

(1:29:20) Bureaucracy

(1:34:05) Fat Tony

(1:43:11) Small Bets

(2:09:51) Via Negativa & Making Money Online

(2:18:19) Gathering Vs. Elicitation Mindset

(2:21:52) Incerto Practice in the Real World

(2:31:06) Closing Thoughts

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Our website (all essays and podcasts): rationalvc.com
Our investment fund: rational.fund
Cyrus' Twitter: x.com/CyrusYari
Iman's Twitter: x.com/iman_olya

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Guests:

Daniel Vassallo's Twitter: x.com/dvassallo
Seb Lees' Twitter: x.com/sebs_tweets
Daniel's company: smallbets.com
Seb's Podcast & Community: fattonys.net

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Disclaimer: The materials provided are solely for informational or entertainment purposes and do not constitute investment or legal advice. All opinions expressed by hosts and guests are solely their own opinions and do not reflect the opinion of their employer(s).

#Timeless #wisdom #knowledge #books #polymaths

Learn from history's Greatest Minds — and find Timeless ideas you can apply to business and life. Every episode we explore a Lindy book: We strive to become polymaths like our investing and business icons, pulling the Big Ideas from a wide range of disciplines to help us become better investors and operators. For the curious-minded seeking Worldly Wisdom. Join 3,000+ others by subscribing @ rationalvc.com to get free access to essays and exclusive content.

For the video version of this episode click here.

Timestamps:

(00:00) Intro

(08:16) Core Concepts

(12:10) Important Prologue One

(29:10) Important Prologue Two

(45:04) Prologue Three

(49:42) A First Look at Agency

(1:05:00) Ethics Problems in Scaling

(1:09:00) The Minority Rule

(1:29:40) Employment & FU Money, Freedom

(1:47:26) Status, Manners & Competence

(1:49:55) On Taking Risks

(1:55:35) The Intellectual Yet Idiot

(2:04:17) The Lindy Effect Recap

(2:09:10) Deeper Into Agency

(2:11:58) The Illusion of Business Plans

(2:15:00) Charlie Munger, Show Rather Than Be

(2:17:15) Financial Minimalism, Mimesis

(2:24:22) Virtues & Advice for Young People

(2:26:37) The Interventionistas

(2:28:36) Religion, Belief, & SITG

(2:31:10) Most Important, Book 8: Risk & Rationality

(2:51:05) Epilogue

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Our website (all essays and podcasts): rationalvc.com
Our investment fund: rational.fund
Cyrus' Twitter: x.com/CyrusYari
Iman's Twitter: x.com/iman_olya

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Referenced Material:

Cyrus on "Financial Minimalism", Viral Essay:
https://www.rationalvc.com/articles/minimalism

Also listen to the prior three podcast episodes - each covered the other books of Taleb's Incerto Series.

—

Disclaimer: The materials provided are solely for informational or entertainment purposes and do not constitute investment or legal advice. All opinions expressed by hosts and guests are solely their own opinions and do not reflect the opinion of their employer(s).

#Timeless #wisdom #knowledge #books #polymaths

Learn from history's Greatest Minds — and find Timeless ideas you can apply to business and life. Every episode we explore a Lindy book: We strive to become polymaths like our investing and business icons, pulling the Big Ideas from a wide range of disciplines to help us become better investors and operators. For the curious-minded seeking Worldly Wisdom. Join 3,000+ others by subscribing @ rationalvc.com to get free access to essays and exclusive content.

For the video version of this episode click here.

Timestamps:

(00:00) Intro

(11:39) Antifragile definition

(19:13) Introduction to the core concepts

(22:04) Hormesis, naïve interventionism, iatrogenics

(33:55) Peter Kaufmann and Charlie Munger

(35:57) Modernity, Switzerland, political systems

(55:21) Concavity vs Convexity and Black Swans

(1:07:30) FU Money and wealth

(1:13:12) Optionality and wealth

(1:21:47) Barbell strategy

(1:43:02) Rational Flaneur

(1:47:23) The Lindy Effect

(2:01:22) Raising antifragile kids

(2:12:19) Green Lumbar fallacy

(2:23:53) Signal vs Noise

(2:29:00) Via Negativa

(2:51:07) Ethics of Antifragility and Skin in the Game

(2:57:36) Deep dives and quotes

(3:35:32) Closing thoughts

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Our website (all essays and podcasts): rationalvc.com
Our investment fund: rational.fund
Cyrus' Twitter: x.com/CyrusYari
Iman's Twitter: x.com/iman_olya

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Links mentioned in the episode:

Cyrus referenced Tweets:
https://x.com/CyrusYari/status/1792279103862681603
https://x.com/CyrusYari/status/1757715505819906419
https://x.com/CyrusYari/status/1679174178195353600

Peter Kauffman Rational VC episode:
https://www.youtube.com/watch?v=kMiOFC07X8M&t=8s

The Black Swan episode:
https://youtu.be/HVGJQ25Cr2k?si=8b2DPBPX80Pgbgag

Vizi Andrei:
https://twitter.com/viziandrei

Daniel Vassallo:
https://twitter.com/dvassallo

Cyrus essay on Angel Investing (incl. Barbell Investing):
https://www.rationalvc.com/articles/angel

WhosAria Bars of Wisdom newsletter:
https://www.barsofwisdom.com

Fat Tony's Community:
https://fattonys.net/

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Disclaimer: The materials provided are solely for informational or entertainment purposes and do not constitute investment or legal advice. All opinions expressed by hosts and guests are solely their own opinions and do not reflect the opinion of their employer(s).

#Timeless #wisdom #knowledge #books #polymaths